Cape Town Old City and Hermanus Whale Watching
Old city history museums, Table Mountain and Constantia, the peninsula coast, plus a day of shore-based whale watching in Hermanus.
Stay in the city centre throughout, in the city bowl. On day one, walk through the Company's Garden, the District Six Museum, the Castle of Good Hope and Bo-Kaap to learn about the history of colonialism and apartheid. Then, separate days are planned for Table Mountain, the botanical garden and an old wine estate, and the peninsula coast. On day four, drive along Clarence Drive to Hermanus to see whales and penguins. The last day covers Robben Island and the Zeitz MOCAA. Suited to visitors who want more cultural sites and who come between June and November. Skips the Stellenbosch wine region.
Southern right whales appear off Walker Bay from June to November, with the most sightings in September and October. Winter brings lots of rain, so leave some flexibility for the Table Mountain day.
Day by day
Day 1 · Walking Tour of the Old City
Cape Town（Company's Garden、District Six Museum、Castle of Good Hope、Bo-Kaap）
After arriving in the morning, take a taxi for about 25 minutes to the city centre. In the afternoon, walk around the old city; each stop is 5–15 minutes apart.
The District Six Museum is closed on Sundays. There is a lot to see, so allow more than an hour.
Stay: City Bowl
Day 2 · Table Mountain, Kirstenbosch and an Old Wine Estate
Cape Town（Table Mountain、Kirstenbosch National Botanical Garden、Groot Constantia）
Take the cable car up Table Mountain in the morning. Then drive about 20 minutes to Kirstenbosch Botanical Garden, and another 15 minutes to Groot Constantia.
The canopy walkway at the botanical garden is great for photos of the back of Table Mountain. For wine tasting, someone in the group should drive and not drink.
Stay: City Bowl
Day 3 · False Bay and Cape Point
Cape Town（Muizenberg Beach、Kalk Bay、Boulders Beach Penguin Colony、Cape of Good Hope / Cape Point、Chapman's Peak Lookout）
Drive south along False Bay through Muizenberg and Kalk Bay to Simon's Town and Cape Point, then return via Chapman's Peak Drive, about 170 km.
Boulders Beach is quieter in the morning. Leave the Cape Point nature reserve before it closes.
Stay: City Bowl
Day 4 · Whale-Watching Day in Hermanus
Hermanus & Gansbaai（Stony Point Penguin Colony、Hermanus Cliff Path、Old Harbour & Whale Museum、Hemel-en-Aarde Valley）
Take the R44 Clarence Drive to Betty's Bay and Hermanus, about 2 hours. In the evening, take the N2 back to the city, about 1.5 hours.
You can join a tour or book a whale-watching boat in advance. Outside whale season, this day has limited value.
Stay: City Bowl
Day 5 · Robben Island and Contemporary Art
Cape Town（Robben Island、Zeitz Museum of Contemporary Art Africa）
Take a taxi for about 10 minutes to the Waterfront harbour. The round trip to Robben Island takes about 3.5 hours. In the afternoon, walk to the Zeitz MOCAA in the Silo District, then go to the airport in the evening.
Robben Island ferries are often cancelled in winter due to rough seas, so schedule the trip early on or leave a backup day.